Search Cottages in Old Saybrook

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 192 Cottages in Old Saybrook with updated reviews, rates, and availability.

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (172)
"Spent 4 days here with my wife for our 20th anniversary and although it was in the middle of an arctic blast, the cottage made the whole trip worth it!! Amazing being right on the water, and cottage had all the amenities to make you feel at home!! Can't wait to go back, hopefully to do some fishing with the grandkids!!"
The price is AED 437
AED 1,035 total
includes taxes & fees
20 Mar - 21 Mar
Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (196)
"Beautiful location that met every expectation. The management team was very responsive and through dutiful communication we were able to check in early. Our stay was short (1 night), but was exactly what we needed and wanted. Bobby (owner) was there to greet us on arrival and was extremely hospitable. We will recommend this to others and hopeful to return in the future "
The price is AED 364
AED 921 total
includes taxes & fees
12 Mar - 13 Mar
Lakeside cottage overhanging the water, beautiful window views across the lake

Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family

10.0 out of 10, Exceptional, (14)
"This rental is so unique with the 2 sides, and was absolutely perfect for our wedding weekend. We had the groom’s friends staying on one side, and my friends staying on the other side. The two sides are connected through the sunroom and the backyard space is great which made bringing the whole group together so easy. The setup was also perfect for me to get ready on my own separate side the day of the wedding so that my now husband wouldn’t see me. The decor and cleanliness of the house were...
Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family

Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!

10.0 out of 10, Exceptional, (19)
"We enjoyed our stay at your cottage. The location was perfect . The air fresheners we a bit overwhelming so we unplugged all of them. We plugged them all in as we were leaving this morning. "
Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

9.0 out of 10, Wonderful, (22)
"Spent a weekend in this cottage while attending an event for my daughter. Very cozy and comfortable. Host was great, with excellent communication. Renovations are taking place in adjacent units, however it did not impact my stay. Highly recommend. "
The price is AED 459
AED 774 total
includes taxes & fees
24 Mar - 25 Mar
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

Charming Westbrook Cottage, Steps to Private Beach

10.0 out of 10, Exceptional, (2)
"Cozy cottage, good location, nice access to the Sound."
Charming Westbrook Cottage, Steps to Private Beach

Charming Old Saybrook Cottage < 1 Mi to Beach

10.0 out of 10, Exceptional, (27)
"Was close to the beach and town. "
Charming Old Saybrook Cottage < 1 Mi to Beach

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

9.8 out of 10, Exceptional, (107)
"Cute place, very clean"
The price is AED 815
AED 1,860 total
includes taxes & fees
12 Mar - 13 Mar
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Classic Cottage in Best Private Community in Old Lyme CT.

10.0 out of 10, Exceptional, (27)
"Great little house very close to the sound. Met our needs perfectly!"
Classic Cottage in Best Private Community in Old Lyme CT.

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

10.0 out of 10, Exceptional, (24)
"A five star review is not enough for this beautiful property! It is so well appointed, with everything you can possibly imagine to make your stay nothing less than perfect! It is an immaculate place that is decorated beautifully and the moment you open the door here you know you’ve chosen a charming and beautiful place to stay. The owner, Bill, was readily available prior to arriving to answer any questions we had. Even after we were here, he was in communication with us, which is always a...
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Charming Old Lyme Cottage, Steps to Private Beach!

8.6 out of 10, Excellent, (7)
"We booked last minute as we decided to join family staying in Old Lyme. This cottage was just perfect for our needs. My husband and I along with our 19 year old stayed here. Clean, newly remodeled and amenities to meet our needs for a 3 day beach retreat. Simple, but practical. Close to beach and a/c was a treat during the heat wave! ⭐️⭐️⭐️⭐️⭐️"
Charming Old Lyme Cottage, Steps to Private Beach!

Direct waterfront 3-bedroom cottage in Old Lyme, Hawks Nest Beach

Direct waterfront 3-bedroom cottage in Old Lyme, Hawks Nest Beach

The Beach House: 8 min walk to Misquamicut, sleeps 5, beach parking/walk on pass

9.8 out of 10, Exceptional, (20)
"The beach house is in a lovely neighbor, friendly, with an East walk to the beach and local restaurants. Very Clean, wonderful outdoor shower, and the kitchen has everything you need if you are going to cook there. "
The Beach House: 8 min walk to Misquamicut, sleeps 5, beach parking/walk on pass

Orient Village — Historic Bayfront Cottage — 2025 Season

10.0 out of 10, Exceptional, (20)
"We had an amazing time enjoying the house and exploring the area. Fishing wasn’t fantastic, but that’s nobody’s fault. Would definitely go back!"
The price is AED 4
AED 1,101 total
includes taxes & fees
10 Apr - 11 Apr
Orient Village — Historic Bayfront Cottage — 2025 Season

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (24)
"we had such a fun weekend out in southold! Cottage was perfect for us for a cold rainy weekend. Everything was so close to the house. Will definitely be back in the summer!"
Lovely Cottage in the Heart of Long Island Wine country

The gardners Cottage 1 mile from long Island Sound - pet friendly

10.0 out of 10, Exceptional, (13)
"The cottage is cozy and clean. It has everything I need. and perfect for me and my dogs. We enjoyed our stay and had a nice winter break. We hope to come back next year. Thank you, Robin!"
The gardners Cottage 1 mile from long Island Sound - pet friendly

Charming Branford Cottage Steps to Beach, Cozy Retreat with Grill, Fire Pit, Beach Gear, and More!

10.0 out of 10, Exceptional, (3)
"Charming little cottage that was just right for our trip to the CT shoreline."
Charming Branford Cottage Steps to Beach, Cozy Retreat with Grill, Fire Pit, Beach Gear, and More!

Beach Pass included. Tidy, quiet house w/ Porch. Sleeps 7

9.6 out of 10, Exceptional, (83)
"The house was very nice and comfortable. Close to all activities and in a quiet neighborhood all the comfort of home. Will be going back next year an hope we can get the same place. Thanh you"
Beach Pass included. Tidy, quiet house w/ Porch. Sleeps 7

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (16)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation

Charming Quiet Updated 1921 Cottage West Beach Connecticut

10.0 out of 10, Exceptional, (2)
Charming Quiet Updated 1921 Cottage West Beach Connecticut
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Old Saybrook
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Old Saybrook

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (127)
"We loved our stay!"
The price is AED 1,072
AED 2,182 total
includes taxes & fees
12 Mar - 13 Mar
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW

9.4 out of 10, Exceptional, (33)
"Our second stay at the cottage. We spent a long weekend and the weather cooperated. The house is quite quirky, but has a really pleasant feel at home vibe. Beds were very comfortable. Kitchen could use some updates, but was sufficient. (still need a new can opener) The porch overlooking the Sound is magical. Nice neighborhood. If you have one...bring a golf cart! Lots of golf carts about. Host is always pleasant, communicating through Vrbo. We hope to return again. Thank you Khalig Family...
OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW

adorable ranch in beach community

10.0 out of 10, Exceptional, (44)
"Beautiful location, lovely neighbors. House is dated as seen in photos. "
The price is AED 735
AED 1,658 total
includes taxes & fees
5 Apr - 6 Apr
adorable ranch in beach community
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Old Saybrook cost?
Expect to pay between AED 4 and AED 815 per night for cottages in Old Saybrook. No matter your budget, a terrific stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Old Saybrook?
Claim your vacation time and pick from 192 cottages in Old Saybrook. Yearning for a place where you can get in touch with nature? Expedia will help you find your ideal stay in only a click or two.
Why book your cottage in Old Saybrook with Expedia?
Expedia has some terrific cottages in Old Saybrook, so start planning for an unforgettable vacation on nature’s doorstep. If you have a fixed budget, click on how much you’re willing to spend and your preferred property star rating. Or, use our filters to search for cottages with a pool or free WiFi. We’ll help you find the perfect pad whatever your getaway looks like.
How can I find cheap cottages in Old Saybrook?
With Expedia’s helpful filter tool, comparing cheap cottages in Old Saybrook is easy. To find accommodations that’ll make your bank balance smile, tailor your search results by budget, star rating and amenities.